Of Halogen Containing Compound Patents (Class 564/404)
  • Patent number: 8766008
    Abstract: Process for preparing 2,2-difluoroethylamine, comprising the following steps: (i) mixing 2,2-difluoro-1-chloroethane and gaseous, liquid or supercritical ammonia in a pressure-stable, closed reaction vessel under a pressure in the range from 10 to 180 bar; (ii) reacting the reaction mixture at a reaction temperature in the range from 80° C. to 200° C.; (iii) letting down the reaction mixture and isolating 2,2-difluoroethylamine.
    Type: Grant
    Filed: January 11, 2012
    Date of Patent: July 1, 2014
    Assignee: Bayer Cropscience AG
    Inventors: Norbert Lui, Rafael Warsitz, Christian Funke, Christian Severins
  • Patent number: 8426646
    Abstract: The present invention relates to a process for the preparation of compounds of formula (I) wherein R1 is C6-C7 alkyl or a group (A1) wherein R2, R3 and R4 are each independently of the others hydrogen or C1-C4 alkyl; wherein a compound of formula (II) wherein R1 is as defined for formula (I) and X is bromine or chlorine, is reacted with urea in the presence of a base and a catalytic amount of at least one palladium complex compound, wherein the palladium complex compound comprises at least one ferrocenyl-biphosphine ligand.
    Type: Grant
    Filed: June 30, 2008
    Date of Patent: April 23, 2013
    Assignee: Syngenta Crop Protection LLC
    Inventors: Maren Fuerst, Thomas Vettiger
  • Patent number: 8021764
    Abstract: A phenylcarbazole-based compound is represented by Formula 1, and has superior electric properties and charge transport abilities, and thus is useful as a hole injection material, a hole transport material, and/or an emitting material which is suitable for fluorescent and phosphorescent devices of all colors, including red, green, blue, and white colors. The phenylcarbazole-based compound is synthesized by reacting carbazole with diamine. The organic electroluminescent device manufactured using the phenylcarbazole-based compound has high efficiency, low voltage, high luminance, and a long lifespan.
    Type: Grant
    Filed: November 25, 2005
    Date of Patent: September 20, 2011
    Assignee: Samsung Mobile Display Co., Ltd.
    Inventors: Seok-Hwan Hwang, Young-Kook Kim, Chang-Ho Lee, Seok-Jong Lee, Seung-Gak Yang, Hee-Yeon Kim
  • Patent number: 7777079
    Abstract: This invention is involved with a preparation method of 2,6-dichloro-4-trifluoromethyl-aniline. With this process, p-Chlorobenzotrifluoride is used as the starting material and subjected to halogenation reaction and ammoniation reaction and through separation of reaction products the desired 2,6-dichloro-4-trifluoromethyl-aniline is obtained. In addition, ammonia is recovered from the surplus ammonia water in ammoniation reaction. This applied invention in characterized by simple process, cheap and easy-available raw materials, high reaction yield and friendly environment.
    Type: Grant
    Filed: March 23, 2009
    Date of Patent: August 17, 2010
    Assignee: Zhejiang Weihua Chemical Co., Ltd.
    Inventors: Huiyue Li, Jinghua Chen, Jiangwei Wu, Guirong Huang, Xinping Zhao, Kaiquan Wang
  • Patent number: 7619117
    Abstract: The subject invention provides a pharmaceutical composition comprising N-propargyl-1(R)-aminoindan mesylate; a pharmaceutically acceptable carrier; and greater than 0.7 ppm but less than 30 ppm in total of a compound having the structure: and any salts of the compound.
    Type: Grant
    Filed: September 8, 2008
    Date of Patent: November 17, 2009
    Assignee: Teva Pharmaceutical Industries, Ltd.
    Inventors: Ramy Lidor-Hadas, Eliezer Bahar
  • Patent number: 7250532
    Abstract: A method for producing aromatic amino compound (V): by synthesizing intermediate compound (IV): by the reaction of compound (I): H2N—R1 with a mixture of halogenated aryl compounds (II): Ar1—X and (III): Ar2—X in the presence of a noble metal catalyst, followed by eliminating the substituent R1 from the nitrogen atom in compound (IV) under an acidic condition or an alkaline condition or by addition of a reducing agent or an oxidizing agent. (R1: a substituent having 2 to 50 carbon atoms; Ar1 and Ar2: a substituted or unsubstituted hydrocarbon group or heterocyclic group having 6 to 50 carbon atoms and the same with or different from each other; and X: a halogen group). The aromatic amino compound useful as the charge transporting material can be produced efficiently at a great yield without using highly toxic raw materials.
    Type: Grant
    Filed: September 30, 2005
    Date of Patent: July 31, 2007
    Assignee: Idemitsu Kosan Co., Ltd.
    Inventors: Toshihiro Iwakuma, Fumio Moriwaki
  • Patent number: 7179946
    Abstract: The invention relates to copper complexes of phosphorus compounds, to a process for their preparation and to their use in catalytic coupling reactions.
    Type: Grant
    Filed: January 6, 2004
    Date of Patent: February 20, 2007
    Assignee: Lanxess Deutschland GmbH
    Inventors: Ulrich Scholz, Klaus Kunz, Oliver Gaertzen, Jordi Benet-Buchholz, Joachim Wesener
  • Patent number: 6806388
    Abstract: The invention provides polyfluorinated aromatic or heterocyclic compounds comprising at least three ring substituents, at least one of which comprises a sulfurpentafluoride group and at least one of which comprises a labile group; methods for their preparation are also disclosed. Preferably, the compounds comprise either two sulfurpentafluoride groups or one sulfurpentafluoride group and one other polyfluorinated group, such as a trifluoromethyl group. Said labile group preferably comprises an amino, bromo or nitro group. Said compounds are useful in the preparation of medicaments.
    Type: Grant
    Filed: November 15, 2002
    Date of Patent: October 19, 2004
    Assignee: F2 Chemicals Limited
    Inventors: Roy Dennis Bowden, Martin Paul Greenhall
  • Publication number: 20040019216
    Abstract: The present invention relates to copper-catalyzed carbon-heteroatom and carbon-carbon bond-forming methods. In certain embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of an amide or amine moiety and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In additional embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between a nitrogen atom of an acyl hydrazine and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In other embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of a nitrogen-containing heteroaromatic, e.g., indole, pyrazole, and indazole, and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate.
    Type: Application
    Filed: May 8, 2003
    Publication date: January 29, 2004
    Inventors: Stephen L. Buchwald, Artis Klapars, Jon C. Antilla, Gabriel E. Job, Martina Wolter, Fuk Y. Kwong, Gero Nordmann, Edward J. Hennessy
  • Publication number: 20030065187
    Abstract: The present invention relates to copper-catalyzed carbon-heteroatom and carbon-carbon bond-forming methods. In certain embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of an amide or amine moiety and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In additional embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between a nitrogen atom of an acyl hydrazine and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In other embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of a nitrogen-containing heteroaromatic, e.g., indole, pyrazole, and indazole, and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate.
    Type: Application
    Filed: April 24, 2002
    Publication date: April 3, 2003
    Inventors: Stephen L. Buchwald, Artis Klapars, Jon C. Antilla, Gabriel E. Job, Martina Wolter, Fuk Y. Kwong, Gero Nordmann, Edward J. Hennessy
  • Patent number: 6534682
    Abstract: The invention relates to a process of generating N(CF3)2 anions by reacting a metal fluoride of formula MFx with a compound of formula RFSO2N(CF3)2, (CF3)2N(SO2CF2)mSO2N(CF3)2 or RFCON(CF3)2. The invention further relates to the use of the N(CF3)2 anions as a reagent for the introduction of halogen or other organic groups into organic molecules.
    Type: Grant
    Filed: August 1, 2001
    Date of Patent: March 18, 2003
    Assignee: Merck Patent Gesellschaft
    Inventors: Völker Hilarius, Herwig Buchholz, Peter Sartori, Nikolai Ignatiev, Andrei Kucherina, Sergii Datsenko
  • Publication number: 20030031893
    Abstract: This invention relates to compositions and electroluminescent (EL) devices that have enhanced performance as a result of a mixture of isomeric aromatic amine (IAA) compounds. The mixture can be vacuum evaporated to form amorphous thin films.
    Type: Application
    Filed: December 15, 2000
    Publication date: February 13, 2003
    Inventor: Shuang Xie
  • Publication number: 20030023116
    Abstract: The present invention concerns a process for the production of methylenedianiline (MDA) having a high monomer content.
    Type: Application
    Filed: August 7, 2002
    Publication date: January 30, 2003
    Inventors: Stephan Klein, Dirk Grotjohann, Christine Mendoza-Frohn, Daniel Koch, Heinz-Herbert Mller, Hans-Georg Pirkl, Rudolf Uchdorf
  • Publication number: 20020198408
    Abstract: 1,4-diaminonaphthalene and/or 1,5-diaminonaphthalene are produced by (a) reacting naphthalene with a halogen, (b) optionally, separating 1,4-dihalogen naphthalene or 1,5-dihalogen naphthalene from the mixture from step (a), and (c) reacting the mixture from step (a) or the 1,4-dihalogen naphthalene or the 1,5-dihalogen naphthalene from step (b) with ammonia and/or an organic amine in the presence of a catalyst.
    Type: Application
    Filed: May 3, 2002
    Publication date: December 26, 2002
    Inventors: Joachim Zechlin, Lothar Duda, Gerhard Wegener, Andreas Hoffmann, Bodo Temme
  • Patent number: 6476265
    Abstract: In a process for preparing aryl oligoamines, an amine is reacted with an activated aromatic and a base in a temperature range from 0 to 150° C. in the presence of a palladium component and a phosphine ligand. The aryl oligoamines are obtained simply and in good yields.
    Type: Grant
    Filed: May 10, 2000
    Date of Patent: November 5, 2002
    Assignee: Covion Organic Semiconductors GmbH
    Inventors: Hubert Spreitzer, Willi Kreuder, Heinrich Becker, Ute Neumann
  • Patent number: 6423871
    Abstract: A method for selective mono-N-alkylation of primary amines to produce secondary amines that are substantially free of overalkylated tertiary amines and quaternary ammonium salts, under mild reaction conditions without the necessity of protecting groups. Compounds of the class of secondary amines are produced by reacting an alkyl halide with an alkyl amine in anhydrous solvent, preferably dimethyl sulfoxide or N,N-dimethylformamide, in the presence of 0.1 to 3 molar equivalents of a cesium base. Optionally, the extent and selectivity of mono-N-alkylation is enhanced by addition to the reaction mixture of a powdered molecular sieve material for removal of water produced by the reaction, and/or tetrabutylammonium iodide to promote halide exchange. The invention permits selective and efficient mono-N-alkylation of a wide variety of substrates at 23° C.
    Type: Grant
    Filed: February 25, 2000
    Date of Patent: July 23, 2002
    Assignee: University of South Florida
    Inventor: Kyung Woon Jung
  • Publication number: 20020035295
    Abstract: The present invention provides an activator in arylamination using a palladium compound as a catalyst, which is superior to conventional phosphines in stability and performance. With the phosphine sulfide as an activator, an arylamination reaction achieves improved selectivity to produce a desired aromatic amine in an obviously increased yield as compared with a reaction using the corresponding phosphine compound. Moreover, the phosphine sulfide of the invention is impervious to oxidation and exists stably in air and therefore sufficiently withstands use on an industrial scale.
    Type: Application
    Filed: September 6, 2001
    Publication date: March 21, 2002
    Applicant: TAKASAGO INTERNATIONAL CORPORATION
    Inventors: Mitsuhiko Fujiwara, Ken Suzuki, Tohru Kobayashi, Yoji Hori, Toshimitsu Hagiwara
  • Patent number: 6222073
    Abstract: Process for the preparation of an N-arylethylaniline of the formula (I) Ar—N(R1)2-n(CHR2CHR3Ar′)n  (I) by reacting an aromatic olefin of the formula (II) Ar′CR3=CHR2  (II) with an aniline of the formula (III) Ar—N(R1)2-n(H)n  (III) in an inert solvent in the presence of at least one basic catalyst selected from the group consisting of alkali metal alcoholates and alkaline earth metal alcoholates or alkali metal amides and alkaline earth metal amides, where, in the formulae (I) to (III), Ar and Ar′, independently of one another, are an aryl radical selected from the group consisting of the fused and nonfused C6-C22-aromatics and of the fused or nonfused C5-C22heteroaromatics which have at least one nitrogen, oxygen or sulfur atom in the ring; R1, R2 and R3, independently of one another, are a hydrogen atom, a C1-C8-alkyl radical or an aryl radical Ar; and n is the number 1 or 2.
    Type: Grant
    Filed: July 3, 2000
    Date of Patent: April 24, 2001
    Assignee: Aventis Research & Technologies GmbH & Co. KG
    Inventors: Jürgen Herwig, Matthias Beller, Claudia Breindl, Harald Trauthwein, Elisabeth Eichberger, Anton Eichberger
  • Patent number: 5986138
    Abstract: The present invention relates to a process for the preparation of alkylated aromatic amines which comprises reacting an aromatic amine selected from aniline, toludine, xylidine, N-methyl aniline, N-ethyl aniline, m-ethyl aniline, p-ethyl aniline, o-ethyl aniline with a primary or secondary alcohol selected from ethanol, methanol, isopropyl alcohol in the presence of attalpulgite impregnated with combination of iron oxide and oxides selected from transition metals of the periodic table as a catalyst prepared by the method described and claimed in our co-pending U.S. patent application Ser. No. 09/047,718 at atmospheric pressure and at a temperature in the range of 300-400.degree. C. and recovering the desired amine by conventional methods.
    Type: Grant
    Filed: March 25, 1998
    Date of Patent: November 16, 1999
    Assignee: Council of Scientific & Industrial Research
    Inventors: Bankupalli Satyavathi, Akash Narhar Rao Patwari, Uday Triambakraj Bhalerao
  • Patent number: 5908961
    Abstract: A method of producing N,N-disubstituted aminophenols of the general formula ##STR1## wherein R.sub.1 and R.sub.2 are the same or different and each represents a saturated or unsaturated aliphatic hydrocarbyl, cycloalkyl, aralkyl, the phenyl ring of which may be further substituted, alkoxyalkyl, or a cycloalkylalkyl, except that R.sub.1 and R.sub.2 are not simultaneously methyl and R' represents hydrogen, halogen, nitro, cyano, alkyl or alkoxy, which comprises reacting an aminophenol of general formula ##STR2## wherein R.sub.3 represents hydrogen or R.sub.1, and R' is as defined above, with an organic halide species of general formula R.sub.2 X wherein R.sub.2 is as defined above and X is halogen under aqueous acidic conditions with the periodic addition of an acid trapping agent in such a way that continuous monitoring of pH is not required.
    Type: Grant
    Filed: September 17, 1997
    Date of Patent: June 1, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: John Barry Henshall, John Whitworth, Ian Antony Dearden, Steven Walsh
  • Patent number: 5856576
    Abstract: There are provided aryne intermediates of formula I, useful in the manufacture of herbicidal compounds. ##STR1## Also provided is a method to prepare the formula I intermediates via the palladium catalyzed coupling of an o-halonitrobenzene or o-haloaniline with 3-butyne-1-ol.
    Type: Grant
    Filed: January 29, 1998
    Date of Patent: January 5, 1999
    Assignee: American Cyanamid Company
    Inventors: Philip M. Harrington, Kenneth A. M. Kremer
  • Patent number: 5841001
    Abstract: The present invention provides an industrially advantageous process for the preparation of an optically active 2-halo-1-(substituted phenyl)ethanol useful as medicines, agricultural chemicals or as intermediates thereof; and a simple process for the preparation of an optically active substituted styrene oxide or 2-amino-1-(substituted phenyl)ethanol useful as medicines, agricultural chemicals or intermediates thereof. A 2-halo-1-(substituted phenyl)ethanol represented by the following general formula (I) is allowed to contact, in the presence of a carboxylic anhydride, with an enzyme stereoselectively catalyzing ester interchange to produce an optically active 2-halo-1-(substituted phenyl)ethanol: ##STR1## (wherein X represents a chlorine atom or a bromine atom, and R.sup.1, R.sup.2 and R.sup.3 may be the same or different and each represent a hydrogen atom, a halogen atom, a C.sub.1-5 alkyl group, a C.sub.1-5 haloalkyl group, a C.sub.
    Type: Grant
    Filed: February 28, 1997
    Date of Patent: November 24, 1998
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Ken Tanaka, Mari Yasuda, Makoto Ueda
  • Patent number: 5763665
    Abstract: In a process for the preparation of crystalline N-methylol(meth)acrylamide from (meth)acryamide and paraformaldehyde, the reaction of the solid reactants to give a product melt and the subsequent crystallization thereof in a reactor while subjecting the reaction mixture to mechanical shear load is preferably carried out in a self-purging screw reactor or a disk reactor. The reaction of the reactants and the crystallization of the product melt are preferably carried out without added solvent. A catalyst, in particular an alkali metal carbonate or a trialkylamine, can be used for the reaction of the reactants.
    Type: Grant
    Filed: January 3, 1997
    Date of Patent: June 9, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Kaspar Bott, Thomas Domschke, Michael Bohn
  • Patent number: 5739374
    Abstract: Diphenylheteroalkyl derivatives of the formula I ##STR1## where A and R.sup.1 -R.sup.6 have the meanings specified in the description, and the preparation thereof are described.The substances are suitable for controlling diseases and as cosmetic agents.
    Type: Grant
    Filed: February 14, 1997
    Date of Patent: April 14, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Janssen, Hans-Heiner Wuest
  • Patent number: 5723670
    Abstract: Amines which are solid at ambient temperature and pressure are liquified by reacting those amines with a derivatizing agent represented by the formula XY in which X represents a halide or sulfonate group and Y represents an alkyl group, a cycloalkyl group, an alkoxyalkyl group or an aryl group. The amine and derivatizing agent are reacted at temperatures of from about 50.degree. to about 250.degree. C. in amounts such that the molar ratio of derivatizing agent to amine groups is from about 0.25:1 to 8:1.
    Type: Grant
    Filed: June 18, 1996
    Date of Patent: March 3, 1998
    Assignee: Bayer Corporation
    Inventors: Rick L. Adkins, William E. Slack
  • Patent number: 5663442
    Abstract: The invention relates to a process for the preparation of compounds of the formula ##STR1## characterized in that the radical X in sulphones of the formulaX--(CH.sub.2 --CH.sub.2 --O).sub.m --(CH.sub.2).sub.n --SO.sub.2 --CH.sub.2 --CH.sub.2 OH (2)is replaced by ##STR2## or a compound of the formula ##STR3## is added to the sulphone of the formulaCH.sub.2 =CH--SO.sub.2 --CH.sub.2 --CH.sub.2 --OH (3),the substituents having the meanings given in the description.
    Type: Grant
    Filed: May 31, 1995
    Date of Patent: September 2, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Harms, Udo-Winfried Hendricks, Karl-Josef Herd, Klaus Kunde
  • Patent number: 5405998
    Abstract: There is provided an improved method for the production of o-aminophenyl ketones of formula I wherein R is C.sub.3 -C.sub.6 cycloalkyl or C.sub.1 -C.sub.6 haloalkyl. ##STR1## Compounds of formula I are key intermediates in the manufacture of sulfamoyl urea herbicides.
    Type: Grant
    Filed: November 30, 1993
    Date of Patent: April 11, 1995
    Assignee: American Cyanamid Company
    Inventor: Albert A. Cevasco
  • Patent number: 5367073
    Abstract: The present invention relates to a process for the synthesis of chiral enantiomerically pure .beta.-amino alcohols which are extraordinarily important as therapeutic agents for the treatment of a variety of human disorders and as chiral auxiliaries in organic synthesis. The hydroboration of enamines is a versatile and convenient method for the synthesis of both racemic and enantiomerically pure .beta.-amino alcohols in high yields. This methodology enables the synthesis of virtually any .beta.-amino alcohol. Hydroboration of these enamines with chiral organic borohydrides, e.g. either mono- or diisopinocampheylborane, followed by oxidation with aqueous or solid NaOH/30% H.sub.2 O.sub.2 or Me.sub.3 NO, gives the corresponding chiral .beta.-amino alcohol. Enantiomeric excesses ranged from 60% for reactions run at 25.degree. C. to greater than 99% for reactions run at -25.degree. C.
    Type: Grant
    Filed: October 15, 1993
    Date of Patent: November 22, 1994
    Assignee: The Regents of the University of California
    Inventors: Bakthan Singaram, Gary B. Fisher, Christian T. Goralski, Lawrence W. Nicholson
  • Patent number: 5210305
    Abstract: The present invention relates to a process for the n-alkylation and n-allylation of anilines by bringing the aniline into contact with an alkylating or allylating agent in an organic solvent in a homogeneous liquid phase in the presence of an onium ion and a stoichiometric amount of a non-quaternizable base.
    Type: Grant
    Filed: March 25, 1991
    Date of Patent: May 11, 1993
    Assignee: Rhone-Poulenc Chimie
    Inventors: Jean Desmurs, Jean-Pierre Lecouve
  • Patent number: 5189220
    Abstract: The present invention relates to a process for the N-alkylation and N-allylation of an aniline by bringing the aniline into contact with an alkylating or allylating agent in an organic solvent in a homogenous liquid phase in the presence of an iodide and a stoichiometric amount of non-quaternizable base.
    Type: Grant
    Filed: March 25, 1991
    Date of Patent: February 23, 1993
    Assignee: Rhone-Poulenc Chimie
    Inventors: Jean Desmurs, Jean-Pierre Lecouve
  • Patent number: 5144076
    Abstract: 3,5-Diaminobenzotrifluoride can be produced, in a single step, by reacting 4-chloro-3,5-dinitro benzotrifluoride in a suitable solvent, with hydrogen gas, in the presence of a catalyst comprising palladium on a suitable carrier, and in the presence of a suitable base.
    Type: Grant
    Filed: October 1, 1991
    Date of Patent: September 1, 1992
    Assignee: Occidental Chemical Corporation
    Inventors: Ramesh Krishnamurti, Lawrence B. Fertel, Henry C. Lin, Mahendra K. Dosi
  • Patent number: 5132460
    Abstract: A process for the preparation of N-monoalkyl or N-monoalkenyl anilines wherein the aniline is contacted with an alkyl or alkenyl halide in the presence of a non-quaternizable organic base and a salt of a non-quaternizable organic base.
    Type: Grant
    Filed: June 5, 1990
    Date of Patent: July 21, 1992
    Assignee: Rhone-Poulenc Chimie
    Inventors: Jean-Roger Desmurs, Hubert Kempf, Francis Back-Posta
  • Patent number: 5087700
    Abstract: A novel process for producing hindered and unhindered primary amines represented by the formula RNH.sub.2 and R*NH.sub.2 in high yields from novel intermediates RBMe.sub.2 or R*BMe.sub.2 wherein R is an organo group, R* is a chiral organo group, attached to boron, B is boron and Me is methyl.
    Type: Grant
    Filed: March 26, 1990
    Date of Patent: February 11, 1992
    Assignee: Aldrich Chemical Company, Inc.
    Inventor: Herbert C. Brown
  • Patent number: 5053541
    Abstract: A process for the preparation of N-monoallyl-meta-trifluoromethyl aniline, by condensing meta-bromo-trifluoromethyl benzene with allylamine in the presence of a nickel (II) catalyst.
    Type: Grant
    Filed: March 5, 1990
    Date of Patent: October 1, 1991
    Assignee: Rhone-Poulenc Chimie
    Inventors: Yves Beziat, Henri-Jean Cristau, Jean-Roger Desmurs, Serge Ratton
  • Patent number: 4956496
    Abstract: A process for the allylation of perhaloalkyl-, perhaloalkoxy- and perhaloalkylthioanilines. A perhaloalkylated-, perhaloalkoxylated- and perhalothioalkylated aniline and an allyl halide in a solvent medium are placed in contact with an effective amount of a metal selected from palladium, copper and nickel.
    Type: Grant
    Filed: December 23, 1988
    Date of Patent: September 11, 1990
    Assignee: Rhone-Poulenc Chimie
    Inventors: Jean-Pierre Denis, Jean-Roger Desmurs, Jean-Pierre LeCouve
  • Patent number: 4900869
    Abstract: A process is disclosed for the production of 4-[ethyl-(2'-hydroxyethyl)-amino]-1-[(2'-hydroxyethyl)-amino]-2-nitrobenze ne, by means of a two-stage technique proceeding from the reaction product of 1,4-diamino-2-nitrobenzene with chloroformic acid chloroethyl ester, or by means of a multiple-stage technique which is based upon an improved process for the production of the pre-stage 4-ethylamino-1-[(2'-hydroxyethyl)-amino]-2-nitrobenzene through sulfuric acid splitting off of 4-(N-ethylarylsulfonamido)-1-[(2'-hydroxyethyl)-amino]-2-nitrobenzene.
    Type: Grant
    Filed: November 6, 1987
    Date of Patent: February 13, 1990
    Assignee: Aktiengesellschaft Wella
    Inventors: Thomas Clausen, Isolde Lowe
  • Patent number: 4701560
    Abstract: A process for the preparation of N-2-alkenyl-meta-trifluoromethylanilines by the condensation, in an aqueous medium, of an allyl halide with a meta-trifluoromethylaniline in the presence of (1) an alkali metal carbonate, alkali metal hydrogen carbonate or alkali metal hydroxide and (2) a catalytic quantity of tertiary amine.
    Type: Grant
    Filed: May 21, 1986
    Date of Patent: October 20, 1987
    Assignee: Rhone-Poulenc Specialties Chimiques
    Inventors: Guy Regimbeau, Gerard Augelmann, Camille Disdier
  • Patent number: 4658064
    Abstract: A compound is provided of the formula: ##STR1## wherein R.sub.1 is selected from alkyl, halide, or alkoxy; R.sub.2 is selected from H or alkyl; Y is a number of from 2 to about 200; and Z is selected from H or ##STR2## where W is alkyl.
    Type: Grant
    Filed: October 8, 1985
    Date of Patent: April 14, 1987
    Assignee: Milliken Research Corporation
    Inventors: Patrick D. Moore, Robert L. Mahaffey, Jr.
  • Patent number: 4594454
    Abstract: A compound is provided of the formula: ##STR1## wherein R.sub.1 is selected from alkyl, halide, or alkoxy; R.sub.2 is selected from H or alkyl; Y is a number of from 2 to about 200; and Z is selected from H or ##STR2## where W is alkyl.
    Type: Grant
    Filed: August 27, 1984
    Date of Patent: June 10, 1986
    Assignee: Milliken Research Corporation
    Inventors: Patrick D. Moore, Robert L. Mahaffey, Jr.
  • Patent number: 4562249
    Abstract: There are described novel yellow to red azo compounds of the formula I ##STR1## wherein each D independently of the other is the radical of an aromatic or heterocyclic diazo component, each Z independently of the other is hydrogen or a C.sub.1 -C.sub.4 -alkyl group or an acylamino group, Y is hydrogen or an unsubstituted or substituted C.sub.1 -C.sub.6 -alkyl group, X is either the direct bond or C.sub.1 -C.sub.6 -alkylene, ##STR2## and n is a number from 2 to 6, preferably 2; and the substituent Y, in the case of an unsubstituted or substituted C.sub.1 -C.sub.6 -alkyl group, can also be bonded to the o-position relative to the N atom of the phenylene group to form a six-membered ring, or both Y substituents can be linked together to form a C.sub.1 -C.sub.
    Type: Grant
    Filed: March 5, 1985
    Date of Patent: December 31, 1985
    Assignee: Ciba-Geigy Corporation
    Inventors: Hansrudolf Schwander, Rudolf Hurter
  • Patent number: 4508922
    Abstract: Process for the manufacture of an optionally halogenated aniline of the formula: ##STR1## in which Y=halogen, R=H, alkyl (C.sub.1 -C.sub.4) or alkoxy (C.sub.1 -C.sub.4) and n=0 to 5.Halogenobenzenes of the formula: ##STR2## in which Y, R and n are as above and X=halogen, are subjected to ammonolysis with aqueous ammonia solution, in the presence of copper and 8-hydroxyquinoline.The process can be used, in particular, for the preparation of 3,5-dichloroaniline.
    Type: Grant
    Filed: June 28, 1983
    Date of Patent: April 2, 1985
    Assignee: Rhone-Poulenc Agrochimie
    Inventor: Serge Ratton
  • Patent number: 4281019
    Abstract: This disclosure describes 4-[(unsaturated or cyclopropylated alkyl)amino]phenyl compounds and derivatives useful as hypolipidemic and antiatherosclerotic agents.
    Type: Grant
    Filed: February 1, 1979
    Date of Patent: July 28, 1981
    Assignee: American Cyanamid Company
    Inventor: Robert G. Shepherd